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161195

Sigma-Aldrich

2-Methoxy-5-nitroaniline

98%

Synonym(s):

5-Nitro-o-anisidine

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About This Item

Linear Formula:
CH3OC6H3(NO2)NH2
CAS Number:
99-59-2
Molecular Weight:
168.15
EC Number:
202-770-5
MDL number:
MFCD00007261
UNSPSC Code:
12352100
PubChem Substance ID:
24849912
NACRES:
NA.22

assay

98%

mp

117-119 °C (lit.)

SMILES string

COc1ccc(cc1N)[N+]([O-])=O

InChI

1S/C7H8N2O3/c1-12-7-3-2-5(9(10)11)4-6(7)8/h2-4H,8H2,1H3

InChI key

NIPDVSLAMPAWTP-UHFFFAOYSA-N

General description

2-Methoxy-5-nitroaniline is an aromatic metabolite of 2,4-dinitroanisole.[1]

Application

2-Methoxy-5-nitroaniline was used in the synthesis of 5-(9-acridinylamino)-p-anisidines via reaction with 9-anilinoacridines.[2] It was also used in the synthesis of disazo disperse dyes containing nitro and methoxy groups, used for the dyeing of polyester fibre.[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

246.2 °F - closed cup

flash_point_c

119 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
S76153V
S76153
11328DJ
S50182
S31215

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Jidong Liang et al.
Journal of hazardous materials, 262, 281-287 (2013-09-18)
2,4-Dinitroanisole (DNAN) is an insensitive munitions compound considered to replace conventional explosives such as 2,4,6-trinitrotoluene (TNT). DNAN undergoes facile microbial reduction to 2-methoxy-5-nitroaniline (MENA) and 2,4-diaminoanisole (DAAN). This study investigated the inhibitory effect of DNAN, MENA, and DAAN toward various
5-Nitro-ortho-anisidine.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 27, 133-139 (1982-04-01)
C Sawyer et al.
Biometrics, 40(1), 27-40 (1984-03-01)
An index of carcinogenic potency for chemicals tested in chronic animal experiments is described. By analogy with the well-known 'lethal dose 50' (LD50) of quantal bioassay, a 'tumorigenic dose 50' (TD50) may be defined (in the absence both of tumors
Disperse dyes derived from 2-methoxy-5-nitroaniline.
Otutu JO and Osabohien E.
Orient. J. Chem., 25(4), 863-863 (2009)
A Dewanji et al.
Biometrics, 49(2), 367-377 (1993-06-01)
In this paper, a new method of estimating tumorigenic potency is proposed that takes into account information on survival and, when available, the underlying cause of death. Specifically, Weibull distributions are used to describe the time to tumor occurrence (X)
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